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Where to stay in Highland?
1. SureStay Plus Hotel by Best Western Highland Poughkeepsie
SureStay Plus Hotel by Best Western Highland PoughkeepsieHighland
$89
$100 total
includes taxes & fees
Sep 20 - Sep 21
2. DoubleTree by Hilton Poughkeepsie Convention Center
DoubleTree by Hilton Poughkeepsie Convention CenterDowntown Poughkeepsie
$110
$129 total
includes taxes & fees
Sep 21 - Sep 22
3. Holiday Inn Express Poughkeepsie by IHG
Holiday Inn Express Poughkeepsie by IHGPoughkeepsie
$97
$113 total
includes taxes & fees
Oct 4 - Oct 5
4. Hampton Inn & Suites Poughkeepsie
Hampton Inn & Suites PoughkeepsieCrown Heights
$93
$109 total
includes taxes & fees
Sep 28 - Sep 29
5. Quality Inn Hyde Park Poughkeepsie North
Quality Inn Hyde Park Poughkeepsie NorthHyde Park
$81
$91 total
includes taxes & fees
Oct 5 - Oct 6
6. Americas Best Value Inn New Paltz
Americas Best Value Inn New PaltzNew Paltz
$117
$131 total
includes taxes & fees
Sep 21 - Sep 22
7. Inn at Bellefield / Hyde Park, Residence Inn by Marriott
Inn at Bellefield / Hyde Park, Residence Inn by MarriottHyde Park
$183
$207 total
includes taxes & fees
Oct 12 - Oct 13
8. Home2 Suites By Hilton Poughkeepsie
Home2 Suites By Hilton PoughkeepsiePoughkeepsie
$130
$151 total
includes taxes & fees
Sep 21 - Sep 22
9. Homewood Suites by Hilton Poughkeepsie
Homewood Suites by Hilton PoughkeepsiePoughkeepsie
$139
$161 total
includes taxes & fees
Sep 21 - Sep 22
10. Hyatt Place Poughkeepsie / Hudson Valley
Hyatt Place Poughkeepsie / Hudson ValleyCrown Heights
$101
$117 total
includes taxes & fees
Sep 28 - Sep 29
11. Courtyard by Marriott Poughkeepsie
Courtyard by Marriott PoughkeepsiePoughkeepsie
$110
$124 total
includes taxes & fees
Oct 4 - Oct 5
12. Hampton Inn by Hilton New Paltz
Hampton Inn by Hilton New PaltzNew Paltz
$130
$146 total
includes taxes & fees
Sep 21 - Sep 22
13. Red Roof Inn PLUS+ Poughkeepsie
Red Roof Inn PLUS+ PoughkeepsieCrown Heights
$85
$99 total
includes taxes & fees
Sep 16 - Sep 17
14. Quality Inn Poughkeepsie
Quality Inn PoughkeepsieArlington
$97
$113 total
includes taxes & fees
Oct 11 - Oct 12
15. The Heartwood
The HeartwoodArlington
$145
$168 total
includes taxes & fees
Oct 4 - Oct 5
16. Holiday Inn Poughkeepsie by IHG
Holiday Inn Poughkeepsie by IHGPoughkeepsie
$105
$122 total
includes taxes & fees
Oct 4 - Oct 5
17. Best Western Plus The Inn & Suites At The Falls
Best Western Plus The Inn & Suites At The FallsRed Oaks Mill
$132
$149 total
includes taxes & fees
Sep 20 - Sep 21
18. Roosevelt Inn of Hyde Park
Roosevelt Inn of Hyde ParkHyde Park
$149
$169 total
includes taxes & fees
Sep 21 - Sep 22
19. Residence Inn by Marriott Poughkeepsie
Residence Inn by Marriott PoughkeepsiePoughkeepsie
$143
$166 total
includes taxes & fees
Sep 27 - Sep 28
20. Kingston Regency Inn
Kingston Regency InnKingston
$130
$154 total
includes taxes & fees
Sep 20 - Sep 21
Go beyond your typical stay in Highland
Pet friendly
Pool
Hot tub
Spa
Family friendly
Apartment
Cottage
Villa
Our prices for hotels in Highland are cheapest in February
Our prices for hotels in Highland are cheapest in February
Top landmarks in Highland
Franny Reese State Park
Franny Reese State Park is 1.8 mi (2.9 km) from central Highland, why not stop by during your stay.
Apple Greens Golf Course
8.8/10 (3 reviews)
You might want to practice your swing at Apple Greens Golf Course, a golf course located 4.5 mi (7.3 km) from central Highland. Why not take a stroll along the riverfront and watch the sunset while you're here? If Apple Greens Golf Course doesn't quite scratch your golfing itch, New Paltz Golf Course is also nearby.
Berean Park Beach
If being by the water is a major draw, Berean Park Beach is a spot you might want to check out, located 1 mi (1.5 km) from central Highland. If you want to continue walking by the waves, head to East Cove Beach, West Cove Beach, and North Landing Beach.
Learn more about Highland
Highland is well-known for its attractions such as Walkway Over the Hudson State Historic Park and Berean Park Beach. This family-friendly city has something for everyone including sights like Franny Reese State Park and Apple Greens Golf Course within a sunny setting.
See all hotels in Highland
Photo by Allison Alano Flores
Check out reviews of Highland hotels guests love
Hampton Inn & Suites Poughkeepsie
Hampton Inn & Suites PoughkeepsieCrown Heights
10/10 Exceptional
Kalpana
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
Inn at Bellefield / Hyde Park, Residence Inn by MarriottHyde Park
10/10 Exceptional
Sheri
SureStay Plus Hotel by Best Western Highland Poughkeepsie
SureStay Plus Hotel by Best Western Highland PoughkeepsieHighland
10/10 Exceptional
Luis
Hyatt Place Poughkeepsie / Hudson Valley
Hyatt Place Poughkeepsie / Hudson ValleyCrown Heights
10/10 Exceptional
Richard
Courtyard by Marriott Poughkeepsie
Courtyard by Marriott PoughkeepsiePoughkeepsie
10/10 Exceptional
Catherine
The Lagrange Inn & Extended Stay
The Lagrange Inn & Extended StayPleasant Valley
10/10 Exceptional
John
Quality Inn & Suites Fishkill South near I-84
Quality Inn & Suites Fishkill South near I-84Fishkill
10/10 Exceptional
Lynn
Holiday Inn Express Poughkeepsie by IHG
Holiday Inn Express Poughkeepsie by IHGPoughkeepsie
10/10 Exceptional
Leslie
Frequently Asked Questions
What hotels do travelers like in Highland?
Can I book a refundable hotel in Highland?
If you need the flexibility to change your travel plans to Highland, most properties provide refundable* bookable rates. You can see these properties by searching our site and using the "fully refundable" filter to narrow down the results.
Where should I stay in Highland if I want a budget-friendly accommodation?
An inexpensive option worth considering is SureStay Plus Hotel by Best Western Highland Poughkeepsie.
Where can I stay in Highland if I want a vacation rental instead of a hotel?
If you want to find a good alternative to a hotel, review our selection of 28 vacation homes. In addition, you can choose from 7 apartments.
What will the weather in Highland be like during my trip?
July and August are typically the warmest months in Highland when the average temp is 69°F. January and February are the coldest months when the average temperature is 31°F. October and December are the months with the most rain.
Why should I book my Highland hotel through Hotels.com?
There are lots of reasons to book your Highland trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.